HCID 67104648, compound → HCID 67104656, compound

HRID 860891Notes

Reaction equation

HRID 860891 reaction equation
[CH3:1][C:2]1C(C2C=C3C(=CC=2)C=C(CCOS(C)(=O)=O)C=C3)=CC=C(C)[N:3]=1.[CH3:26][C:27]1[C:32]([C:33]2[CH:34]=[C:35]3[C:40](=[CH:41][CH:42]=2)[CH:39]=[C:38]([CH2:43][CH2:44][OH:45])[CH:37]=[CH:36]3)=[CH:31][CH:30]=C(C)N=1>>[OH:45][CH2:44][CH2:43][C:38]1[CH:37]=[C:36]2[C:41](=[CH:40][CH:39]=1)[CH:42]=[C:33]([C:32]1[CH:31]=[CH:30][C:1]([C:2]#[N:3])=[CH:26][CH:27]=1)[CH:34]=[CH:35]2

Participants

3

Reactant 2

HCID 67104648HCID 67104648, compoundHCID 86593852HCID 86593852, compound

Product 1

HCID 67104656HCID 67104656, compoundYield 97%

Procedure

Methanesulfonic acid 2-[6-(2,6-dimethyl-pyridin-3-yl)-naphthalen-2-yl]-ethyl ester The compound was prepared by the method in Example 3B substituting 2-[6-(2,6-dimethyl-pyridin-3-yl)-naphthalen-2-yl]-ethanol in place of 4-[6-(2-hydroxy-ethyl)-naphthalen-2-yl]-benzonitrile (0.9763 g, 97% yield). 1H NMR (CD3OD, 300 MHz), δ 8.09–8.05 (m, 1H), 7.99–7.87 (m, 2H), 7.82–7.79 (m, 1H), 7.66–7.62 (m, 1H), 7.53–7.44 (m, 2H), 7.22–7.13 (m, 1H), 4.57–4.52 (t, J=7.5 Hz, 2H), 4.08 (s, 3H), 3.27–3.19 (t, J=7.5 Hz, 2H). MS (DCI-NH3) [M+H]+ at 356.

Sources & evidence

ORD record
ord-d84d359d09d6480fa08156d0c114700b
Source dataset
uspto-grants-2006_12
Patent number
US07153889B2

Reaction notes

Loading…